Dynamic kinetic asymmetric synthesis of five contiguous stereogenic centers by sequential organocatalytic stetter and Michael-Aldol reaction: Enantioselective synthesis of fully substituted cyclopentanols bearing a quaternary stereocenter

Organic Letters

Volumn 13, Issue 6, 2011, Pages 1338-1341

  Hong, Bor Cherng ^a   Dange, Nitin S ^a   Hsu, Che Sheng ^a   Liao, Ju Hsiou ^a   Lee, Gene Hsiang ^b  

^a NATIONAL CHUNG CHENG UNIVERSITY   (Taiwan)

^b NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79952597234     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol200006e     Document Type: Article

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37. See Supporting Information for Scheme 1.
38. The isomerization of 6 to 7 was further supported by the following experiments: treatment of 6k with DABCO in EtOH for 36 h gave a mixture of 6k and 7k with a ratio of 1:6.
39. Reaction with IV- DABCO afforded a 1:6.2 ratio of 6a / 7a (Table 2, entry 11).
40. Reaction with only catalyst IV, a base, without any additive provided a 1:2.5 ratio of 6a / 7a (Table 2, entry 12).